90484-46-1Relevant academic research and scientific papers
alpha-halogenated unsaturated aldehyde ketone preparation method
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Paragraph 0042-0046, (2019/11/29)
The invention relates to an alpha-halogenated unsaturated aldehyde ketone preparation method, which comprises: mixing a propargyl alcohol derivative, a halogen source, an acid and a solvent, and carrying out a heating reaction to obtain the alpha-halogena
Regioselective synthesis of α-bromo-α,β-unsaturated carbonyl compounds via photocatalytic α-bromination reactions
Wang, Dan,Zhao, Yating,Yang, Chao,Xia, Wujiong
, p. 190 - 194 (2016/02/16)
A visible light-mediated approach for the preparation of α-bromo-α,β-unsaturated ketones and aldehydes was developed. In comparison to traditional methods that generally take two steps to afford the above compounds, this protocol was highlighted by its op
Catalyst-Free Halogenation of α-Diazocarbonyl Compounds with N-Halosuccinimides: Synthesis of 3-Halooxindoles or Vinyl Halides
Ma, Chaoqun,Xing, Dong,Hu, Wenhao
supporting information, p. 3134 - 3137 (2016/07/13)
A novel catalyst-free halogenative cyclization of N-aryl diazoamides with N-halosuccinimides (NXS) is reported for the synthesis of 3-halooxindoles through a carbene-free mechanism. N-Aryl diazoamides reacted with NXS under mild and catalyst-free conditio
Tandem oxidation/halogenation of aryl allylic alcohols under Moffatt-Swern conditions
Yin, Jiandong,Gallis, Christina E.,Chisholm, John D.
, p. 7054 - 7057 (2008/02/11)
(Chemical Equation Presented) Aryl allylic alcohols are converted to halogenated unsaturated ketones or allylic halides using excess Moffatt-Swern reagent. Electron-poor aromatic rings favor formation of the halogenated ketone, while electron-donating substituents in the ortho or para positions favor formation of the allylic halide. The oxidation/halogenation reaction performs well with both oxalyl chloride and oxalyl bromide, providing access to the corresponding chlorides or bromides, respectively.
Preparation of α-haloacrylate derivatives via dimethyl sulfoxide-mediated selective dehydrohalogenation
Li, Wei,Li, Jianchang,Wan, Zhao-Kui,Wu, Junjun,Massefski, Walter
, p. 4607 - 4610 (2008/03/13)
(Chemical Equation Presented) Dimethyl sulfoxide causes α/β-dihalopropanoate derivatives to undergo efficient, selective dehydrohalogenation to form α-haloacrylate analogues. A variety of α-halo Michael acceptors were prepared in dimethyl sulfoxide under mild, base-free conditions, including the preparation of α-bromoacrolein and α-chloro- and bromoacrylonitriles. Synthesis of these molecules has been reported in the literature to be difficult. Among all the existing dehydrohalogenation procedures, this protocol is the most facile, practical, and environmentally benign process.
Stereoselectivity in the Michael Reaction. II. Stereochemistry of a Heavily Substituted Alkene
Crossland, Ingolf,Bock, Klaus,Norrestam, Rolf
, p. 7 - 14 (2007/10/02)
The trimethylsilylated primary Michael adduct of tricarbomethoxymethane and 2-bromo-3-oxo-3-phenylpropene-1 is shown by 1H NMR experiments and X-ray diffraction studies to possess the structure Z-2.Attempts to prepare the E isomer via the hydrolysis product of Z-2 resulted in, inter alia, an intramolecular alkylation under decarbomethoxylation to give the cyclopropane ester 4.
